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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486363Generated: October 25, 2026

Ethanol → 5-Bromo-2-(3,4-difluorophenyl)pyridine

https://huagongshe.com/reaction/486363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DibromopyridineHCID 69353—
Reactant3,4-Difluorophenylboric acidHCID 21869672—
SolventBenzeneHCID 241—
Product5-Bromo-2-(3,4-difluorophenyl)pyridineHCID 19386419—

Reaction Steps

A mixture of 6.2 g of 3,4-difluorophenylboric acid, 8.5 g of 2,5-dibromopyridine, 0.31 g of tetrakistriphenylphosphine palladium, 60 ml of ethanol, 120 ml of benzene and 120 ml of 2N sodium carbonate solution is heated to boiling (66° C.) for 7 hours while stirring. After cooling the mixture is extracted with diethyl ether. The organic phase is washed with 100 ml of saturated sodium hydrogen carbonate solution and 100 ml of water, dried over sodium sulphite, filtered and concentrated. Purification of the residue by chromatography on silica gel with hexane/ethyl acetate 19:1 yields pure 5-bromo-2-(3,4-difluorophenyl)pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292452
Source datasetuspto-grants-1994_03
ORD IDord-43a88de3b9ea44f4b68b91b7d90f87be
Source noteuspto-grants-1994_03